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Research article1998Peer reviewed

Formation of 4-deoxy-glycero-hexo-2,3-diulo-furanose from microthecin

Broberg, A; Kenne, L; Pedersen, M


4-Deoxy-glycero-hexo-2,3-diulose was formed from microthecin [2-hydroxy-2-(hydroxymethyl)-2H-pyran-3(6H)-one] in neutral water solutions by a Michael addition. The compound was determined by NMR spectroscopy, MS and polarimetry to be a racemic mixture of D-and L-forms and existing mainly as two furanosidic C-2 epimers in equilibrium with microthecin. GC-MS analysis showed that 4-deoxy-glycero-hexo-2,3-diulose and microthecin were present in extracts of the red alga Gracilariopsis lemaneiformis. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.


1,5-anhydro-D-fructose; microthecin; 2,3-diulose; Gracilariopsis lemaneiformis; gracilariales

Published in

Carbohydrate Research
1998, Volume: 306, number: 1-2, pages: 171-175